Ethyl 6-O-benzoyl-4-O-(6-O-benzoyl-3:4-O-isopropylidene-β-D-galactopyranosyl)-2-deoxy-2-phthalimido-1-thio-β-glucopyranoside

Base Information

Chemical Name:Ethyl 6-O-benzoyl-4-O-(6-O-benzoyl-3:4-O-isopropylidene-β-D-galactopyranosyl)-2-deoxy-2-phthalimido-1-thio-β-glucopyranoside
CAS No.:254444-83-2
Molecular Formula:C₃₉H₄₁NO₁₃S
Molecular Weight:763.819
Hs Code.:

Synonyms:Ethyl 6-O-benzoyl-4-O-(6-O-benzoyl-3:4-O-isopropylidene-β-D-galactopyranosyl)-2-deoxy-2-phthalimido-1-thio-β-glucopyranoside

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Chemical Property of Ethyl 6-O-benzoyl-4-O-(6-O-benzoyl-3:4-O-isopropylidene-β-D-galactopyranosyl)-2-deoxy-2-phthalimido-1-thio-β-glucopyranoside

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Technology Process of Ethyl 6-O-benzoyl-4-O-(6-O-benzoyl-3:4-O-isopropylidene-β-D-galactopyranosyl)-2-deoxy-2-phthalimido-1-thio-β-glucopyranoside

There total 4 articles about Ethyl 6-O-benzoyl-4-O-(6-O-benzoyl-3:4-O-isopropylidene-β-D-galactopyranosyl)-2-deoxy-2-phthalimido-1-thio-β-glucopyranoside which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 86.0%

: 98-88-4
benzoyl chloride

: 254444-80-9
ethyl (3,4-O-isopropylidene-β-D-galactopyranosyl)-(1→4)-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

: 254444-83-2
Ethyl 6-O-benzoyl-4-O-(6-O-benzoyl-3:4-O-isopropylidene-β-D-galactopyranosyl)-2-deoxy-2-phthalimido-1-thio-β-glucopyranoside

Guidance literature:: With triethylamine; In tetrahydrofuran; at -80 - -45 ℃; for 22h;

Reference yield:

: 68124-18-5
2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1→4)-1,3,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

: 254444-83-2
Ethyl 6-O-benzoyl-4-O-(6-O-benzoyl-3:4-O-isopropylidene-β-D-galactopyranosyl)-2-deoxy-2-phthalimido-1-thio-β-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 85 percent / BF₃*Et₂O / CH₂Cl₂ / 12 h

2: 100 percent / K₂CO₃; MeOH / tetrahydrofuran / 0.67 h

3: 88 percent / p-TsOH / dimethylsulfoxide / 12 h

4: 86 percent / NEt₃ / tetrahydrofuran / 22 h / -80 - -45 °C

With methanol; boron trifluoride diethyl etherate; potassium carbonate; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; 1: Substitution / 2: Deacetylation / 3: Etherification / 4: Esterification;

Reference yield:

: 167553-97-1
ethyl (β-D-galactopyranosyl)-(1->4)-O-2-deoxy-2-N-phthalimido-β-D-thioglucopyranoside

: 254444-83-2
Ethyl 6-O-benzoyl-4-O-(6-O-benzoyl-3:4-O-isopropylidene-β-D-galactopyranosyl)-2-deoxy-2-phthalimido-1-thio-β-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 88 percent / p-TsOH / dimethylsulfoxide / 12 h

2: 86 percent / NEt₃ / tetrahydrofuran / 22 h / -80 - -45 °C

With toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; dimethyl sulfoxide; 1: Etherification / 2: Esterification;